Chemical Compound Review:
PYRROLIZIDINE 2,3,5,6,7,8-hexahydro-1H- pyrrolizine
Synonyms:
SureCN35282, CHEBI:64950, HSDB 4300, NSC-90874, AC1L1ZUL, ...
- trans-4-Hydroxy-2-hexenal: a reactive metabolite from the macrocyclic pyrrolizidine alkaloid senecionine. Segall, H.J., Wilson, D.W., Dallas, J.L., Haddon, W.F. Science (1985)
- Neoplasia and chronic disease associated with the prolonged administration of dehydroheliotridine to rats. Peterson, J.E., Jago, M.V., Reddy, J.K., Jarrett, R.G. J. Natl. Cancer Inst. (1983)
- Hepatic veno-occlusive disease due to pyrrolizidine (Senecio) poisoning in Arizona. Stillman, A.S., Huxtable, R., Consroe, P., Kohnen, P., Smith, S. Gastroenterology (1977)
- Changes in type II cell populations in monocrotaline pneumotoxicity. Wilson, D.W., Segall, H.J. Am. J. Pathol. (1990)
- Postcopulatory sexual selection in an arctiid moth (Utetheisa ornatrix). LaMunyon, C.W., Eisner, T. Proc. Natl. Acad. Sci. U.S.A. (1993)
- Synthesis and muscarinic activity of novel aniline derivatives with a 1-azabicyclo[3.3.0]octane moiety. Suzuki, T., Oka, M., Maeda, K., Furusawa, K., Uesaka, H., Kataoka, T. Chem. Pharm. Bull. (1999)
- Dehydroretronecine-induced skin tumors in mice. Johnson, W.D., Robertson, K.A., Pounds, J.G., Allen, J.R. J. Natl. Cancer Inst. (1978)
- Sinusoidal obstruction syndrome (veno-occlusive disease) in the rat is prevented by matrix metalloproteinase inhibition. Deleve, L.D., Wang, X., Tsai, J., Kanel, G., Strasberg, S., Tokes, Z.A. Gastroenterology (2003)
- Homospermidine synthase, the first pathway-specific enzyme of pyrrolizidine alkaloid biosynthesis, evolved from deoxyhypusine synthase. Ober, D., Hartmann, T. Proc. Natl. Acad. Sci. U.S.A. (1999)
- Bax-mediated apoptosis in the livers of rats after partial hepatectomy in the retrorsine model of hepatocellular injury. Gordon, G.J., Coleman, W.B., Grisham, J.W. Hepatology (2000)
- Formation of cyclic adducts of deoxyguanosine with the aldehydes trans-4-hydroxy-2-hexenal and trans-4-hydroxy-2-nonenal in vitro. Winter, C.K., Segall, H.J., Haddon, W.F. Cancer Res. (1986)
- Toxicity and pharmacokinetics of a pyrrolizidine alkaloid, indicine N-oxide, in humans. Kovach, J.S., Ames, M.M., Powis, G., Moertel, C.G., Hahn, R.G., Creagan, E.T. Cancer Res. (1979)
- Transplantation of normal hepatocytes modulates the development of chronic liver lesions induced by a pyrrolizidine alkaloid, lasiocarpine. Laconi, E., Sarma, D.S., Pani, P. Carcinogenesis (1995)
- Pulmonary heart disease induced by disenecioyl dehydroretronecine: a semisynthesis pyrrolizidine alkaloid pyrrole. Shumaker, R.C., Raczniak, T.J., Johnson, W.D., Allen, J.R. Proc. Soc. Exp. Biol. Med. (1977)
- Effects of taurine and guanidinoethane sulfonate on toxicity of the pyrrolizidine alkaloid monocrotaline. Yan, C.C., Huxtable, R.J. Biochem. Pharmacol. (1996)
- Deacetylclivorine: a gender-selective metabolite of clivorine formed in female sprague-dawley rat liver microsomes. Lin, G., Tang, J., Liu, X.Q., Jiang, Y., Zheng, J. Drug Metab. Dispos. (2007)
- Characterization of hepatic DNA damage induced in rats by the pyrrolizidine alkaloid monocrotaline. Petry, T.W., Bowden, G.T., Huxtable, R.J., Sipes, I.G. Cancer Res. (1984)
- Long-term, near-total liver replacement by transplantation of isolated hepatocytes in rats treated with retrorsine. Laconi, E., Oren, R., Mukhopadhyay, D.K., Hurston, E., Laconi, S., Pani, P., Dabeva, M.D., Shafritz, D.A. Am. J. Pathol. (1998)
- Temporal analysis of hepatocyte differentiation by small hepatocyte-like progenitor cells during liver regeneration in retrorsine-exposed rats. Gordon, G.J., Coleman, W.B., Grisham, J.W. Am. J. Pathol. (2000)
- DNA minor groove alkylating agents. Denny, W.A. Current medicinal chemistry. (2001)
- Initiation and selection of resistant hepatocyte nodules in rats given the pyrrolizidine alkaloids lasiocarpine and senecionine. Hayes, M.A., Roberts, E., Farber, E. Cancer Res. (1985)
- Prolonged cell-cycle arrest associated with altered cdc2 kinase in monocrotaline pyrrole-treated pulmonary artery endothelial cells. Thomas, H.C., Lamé, M.W., Morin, D., Wilson, D.W., Segall, H.J. Am. J. Respir. Cell Mol. Biol. (1998)
- Direct hyperplasia does not enhance the kinetics of liver repopulation in a new model of hepatocyte transplantation in the rat. Pani, P., Laconi, S., Pillai, S., Scintu, F., Curreli, F., Shafritz, D.A., Laconi, E. J. Hepatol. (1999)
- Pyrrolizidine esters and amides as 5-HT4 receptor agonists and antagonists. Becker, D.P., Flynn, D.L., Moormann, A.E., Nosal, R., Villamil, C.I., Loeffler, R., Gullikson, G.W., Moummi, C., Yang, D.C. J. Med. Chem. (2006)
- Na+/K(+)-adenosine triphosphatase activity of pulmonary arteries after intoxication with the pyrrolizidine alkaloid, monocrotaline. Shubat, P.J., Bowers, R.J., Huxtable, R.J. J. Pharmacol. Exp. Ther. (1990)
- Australine, a pyrrolizidine alkaloid that inhibits amyloglucosidase and glycoprotein processing. Tropea, J.E., Molyneux, R.J., Kaushal, G.P., Pan, Y.T., Mitchell, M., Elbein, A.D. Biochemistry (1989)
- Changes in angiotensin-converting enzyme activity in lungs damaged by the pyrrolizidine alkaloid monocrotaline. Lafranconi, W.M., Huxtable, R.J. Thorax (1983)
- Gender differences in microsomal metabolic activation of hepatotoxic clivorine in rat. Lin, G., Cui, Y.Y., Liu, X.Q. Chem. Res. Toxicol. (2003)
- Association of dehydromonocrotaline with rat red blood cells. Lamé, M.W., Jones, A.D., Morin, D., Wilson, D.W., Segall, H.J. Chem. Res. Toxicol. (1997)
- Bioactivation and detoxication of the pyrrolizidine alkaloid senecionine by cytochrome P-450 enzymes in rat liver. Williams, D.E., Reed, R.L., Kedzierski, B., Dannan, G.A., Guengerich, F.P., Buhler, D.R. Drug Metab. Dispos. (1989)
- Human liver microsomal reduction of pyrrolizidine alkaloid N-oxides to form the corresponding carcinogenic parent alkaloid. Wang, Y.P., Yan, J., Fu, P.P., Chou, M.W. Toxicol. Lett. (2005)
- Pyrrolizidine alkaloid clivorine inhibits human normal liver L-02 cells growth and activates p38 mitogen-activated protein kinase in L-02 cells. Ji, L.L., Zhao, X.G., Chen, L., Zhang, M., Wang, Z.T. Toxicon (2002)
- Synthesis and muscarinic activity of a series of quinolines and naphthalenes with a 1-azabicyclo[3.3.0]octane moiety. Suzuki, T., Usui, T., Oka, M., Suzuki, T., Kataoka, T. Chem. Pharm. Bull. (1998)
- Role of thyroid hormone in stimulating liver repopulation in the rat by transplanted hepatocytes. Oren, R., Dabeva, M.D., Karnezis, A.N., Petkov, P.M., Rosencrantz, R., Sandhu, J.P., Moss, S.F., Wang, S., Hurston, E., Laconi, E., Holt, P.R., Thung, S.N., Zhu, L., Shafritz, D.A. Hepatology (1999)
- Restoration of serum albumin levels in nagase analbuminemic rats by hepatocyte transplantation. Oren, R., Dabeva, M.D., Petkov, P.M., Hurston, E., Laconi, E., Shafritz, D.A. Hepatology (1999)
- Angiotensin converting enzyme activity and evolution of pulmonary vascular disease in rats with monocrotaline pulmonary hypertension. Kay, J.M., Keane, P.M., Suyama, K.L., Gauthier, D. Thorax (1982)
- Dynamic pH junction-sweeping capillary electrophoresis for online preconcentration of toxic pyrrolizidine alkaloids in Chinese herbal medicine. Yu, L., Li, S.F. Electrophoresis (2005)
- Crosslinking of DNA by dehydroretronecine, a metabolite of pyrrolizidine alkaloids. Reed, R.L., Ahern, K.G., Pearson, G.D., Buhler, D.R. Carcinogenesis (1988)